(1R)-1-phenylpropane-1,3-diol

• ChemBase ID: 152390
• Molecular Formular: C9H12O2
• Molecular Mass: 152.19038
• Monoisotopic Mass: 152.08372962
• SMILES: c1ccc(cc1)[C@@H](CCO)O
• Canonical SMILES: OCC[C@H](c1ccccc1)O
• InChI: InChI=1S/C9H12O2/c10-7-6-9(11)8-4-2-1-3-5-8/h1-5,9-11H,6-7H2/t9-/m1/s1
• InChIKey: RRVFYOSEKOTFOG-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-1-phenylpropane-1,3-diol
• IUPAC Traditional name: (1R)-1-phenylpropane-1,3-diol
• Synonyms: (R)-(+)-1-Phenyl-1,3-propanediol; (R)-(+)-1-苯基-1,3-丙二醇

Database IDs

• CAS Number: 103548-16-9
• MDL Number: MFCD00145213
• Beilstein Number: 4741114
• PubChem SID: 24887380; 162246535
• PubChem CID: 2735120

CALCULATED PROPERTIES

• Acid pKa: 14.395768
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.6355208
• LogD (pH = 7.4): 0.6355208
• Log P: 0.6355209
• Molar Refractivity: 43.7018 cm^3
• Polarizability: 17.083727 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 62-66 °C
• Optical Rotation: [α]20/D +69±2°, c = 1% in chloroform

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C9H12O2

DETAILS

Sigma Aldrich - 78917

Other Notes
Chiral building block; e.g. synthesis of fluoxetine1; Equivalent of 2,4-dihydroxybutyric acid by oxidation with RuCl3/NaIO42
Packaging
1 g in glass bottle